Ole, if you're asking permission, you and your wife are the only ones who can give it to you. But if you think you want to explore cross-dressing or feminization, you should definitely think about it and have a conversation with your wife about how she would react to it.
i love it! my play partner loves dressing me too, so we both have fun!
she doesn't really to full on crossdress with me, generally has me wearing short shorts, knee socks or taller, and a long sleeve top with very light kinda lace trim, or most often just a long sleeve t-shirt.
i'm kept shaved smooth and am pretty slim, so the shorts look, mmmm, well i guess nice : )
it's a real rush when she takes me out dressed like this!
I do sometimes get the urge to dress like a dirty teenage slut. Generally I never thought I liked the idea of cross dressing, but it seems to be growing on me.
